Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
#26 1 King Bed/1 Bath with Sofa Sleeper and Ocean View
Aloha! You have found 'Hale Sweet Hale' an OCEANFRONT Hawaiian-style bungalow nestled on the Southeast coast of the 'Big Island' of Hawaii. This full one bedroom condo has been completely remodeled. The entry level bedroom has a king bed with adjoining bath. The living...
Exclusive! Penthouse!! 1 Bedroom Waikiki Marine Surf with Free Parking!
As you arrive you will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!!The fully equipped white monochrome kitchen will be your favorite to cook at. A dining area with a glass table perfectly fits the overall monochromic...
Sunset View of Ocean, 1 BR End Unit on top floor, Elevator Access. Free Wifi.
Beautiful 1 bedroom condo on top floor with superb view of ocean and year round sunsets. This condo is in the oceanfront complex of the Kona Reef on the top floor. It is an end unit and has windows in each room for view and cool breezes. There is a Master bedroom, a...
Gorgeous Ocean View Suite at Waikiki Shore! Steps to Beach! Heart of Waikiki!
Waikiki Shore #816 – 2161 Kalia Rd.This homey 1-bed/1-bath suite boasts breathtaking 8th-floor views of the Pacific Ocean and the greenery of Ft. DeRussy Beach Park next door. Bask in the cool trade wind breezes as you enjoy al fresco dining on your private 124-sqft...
Sunsets from 8th Fl Ocean Front Studio @ Valley Isle Resort *Free WiFi/Parking
Close to sailing, scuba diving, and more, this beach condo brings it all within reach. Thanks to the convenient onsite parking, you can either leave your vehicle behind and let your feet make short work of the 7-minute walk to Kahana Beach, or easily tackle the quick...
Ilikai 1437 Ocean & Marina Views King Bed / Sofa
STUNNING OCEAN / SUNSET / MARINA VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Fully equipped. AC, cable, WIFI, 24/7 Security, Keyless Entry No Check...
Remodeled in 2023 Top-Floor Condo with Stunning Ocean Views #805
Mana Kai 805, Newly Remodeled, top floor condo with stunning views! It doesn't get any better than this! Mana Kai is one of Kihei's most exclusive resorts, located right on Keawakapu Beach! This beautifully remodeled 2bd/2bath is perfect for families and couples...
Garden-view condo with private lanai, pool, hot tub, gym, & on-site dining
Hali'i Kai 17BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience luxury living at its finest in this stunning condo located in the prestigious Waikoloa Beach Resort area of...
Absolute Oceanfront, gorgeous 2 BR 2 BATH with AC
Your luxurious oceanfront two-bedroom, two full bath tropical getaway is located on the second floor and right in the middle of a four-story building. Our condo has been completely remodeled with elegant yet tropical decor, and comes with a mini-split A/C. You probably...
Mauna Lani Point | D202
Mauna Lani Point D202 enjoys one of the most coveted views of all the residences on property, as it spans the Signature Hole, dramatic ocean views, and distinctive lava flow features. For those unfamiliar with the world-famous 15th hole at the Mauna Lani Golf Course, it...
Peaceful home near the ocean with loft, pool, tennis. Ping-Pong & beach chairs
Keauhou Surf & Racquet 7-302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love having this beautiful Keahou home as your place to stay for your Big Island vacation. The...
North Shore Country Estate - 17 Acres, Great Views
*30 day rental. Please Inquire. DescriptionThe North Shore Country Estate is one of a kind 5-bedroom, 4-bath in a 3500 square foot home on 17 acres, in the sleepy North Shore Oahu town of Kahuku. You and your party of up to 12 people will enjoy this beautifully designed...
Waiohuli Beach Hale #C-211 Oceanfront Ocean View 2Bd/2Ba Full A/C, Sleeps 6
Waiohuli Beach Hale #C-211 is an upstairs ocean view 2 bedroom, 2 bath unit with a full kitchen and window unit air conditioning throughout. There are three flat-screen televisions, all with DVD players, and free wireless Internet. In the master bedroom is a queen bed,...
Poipu Shores A206: Oceanfront Condo w/ A/C & Community Pool
Enjoy outstanding ocean views from this beautiful, oceanfront Poipu vacation rental condo. Poipu Shores A206 by Gather serves as the perfect location for your Kauai getaway, with convenient access to world-class beaches, restaurants, golf, shopping, and adventures.A...
Maui Resort Rentals: Honua Kai – 6BR + Den Resort Residence, 4500+ Combined Sq. Ft., Oceanfront Views, BBQ on Balcony!
This package combines 3 adjacent residences at the luxurious Honua Kai Resort to create a 6 bedroom masterpiece with an additional den. Large families and groups are treated to the space of a luxury home with all the advantages of resort living.These adjacent residences...
Cozy room with beach access, Haleakala sunrise view, pool & amazing location
Island Surf 601AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy spectacular sunrises over Haleakala volcano from the window of this private, sixth-floor room. Grab the provided...
Hanalei Bay Resort 9304 (Hanalei Bay Hideaway) AC!
This separated one bedroom one bathroom condo has full oceanfront views of Hanalei Bay with your own private lanai. Wake up in your king size bed with your clean crisp high end sheets and enjoy an amazing sunrise and a complimentary cup of coffee. Unit 9304 includes...
Kaleialoha 308, Direct Oceanfront, AC Spring Deals! Book April/May and SAVE BIG!
Step into this upgraded direct oceanfront condo and discover a haven of comfort and luxury. Relax on a plush king-size bed surrounded by newly furnished interiors. The kitchen features granite countertops, stainless steel appliances, and modern cabinetry, ensuring a...
#16 2 bed/2 bath Condos | 2 Bed, 2 Bath
This is a 2 bedroom unit with the BEST location in the entire resort. This condo has ocean views from both the lower level and the upper bedroom level. Upstairs features a private balcony, where the downstairs offers sliders out to a covered lanai with easy walking...
Sugar Beach 132: One bedroom Ground Floor Ocean Front Condo, sleeps 4.
Walk out of this oceanfront, ground-floor unit and you are only a few steps away from the sand. No stairs or elevators are between you and the beach. The condo is one bedroom, one bath, and accommodates up to 4 persons. The newly redecorated bedroom includes a new queen...
Charming cottage close to everything - walk to beach, zoo, & park
Garden Cottage Unit A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find...
Oceanfront, Great Location, adjacent to beach park! Newly reduced winter rates!
This two bedroom, two bath direct oceanfront condo at the Paki Maui has an amazing view of the gorgeous Maui Sunsets and the neighboring islands of Molokai and Lanai. This great West Maui location is within walking distance of beaches, restaurants and shopping!. Perfect...
Premier Kamaole Sands 4-208: Updated 1bd/2bath Near Maui's Best Beaches
Kamaole Sands 4-208 is your premier Hawaiian retreat in one of the best properties in Kihei! This centrally located 1bd/2bath unit is the perfect spot for your Maui vacation!Kamaole Sands offers amenities for the entire family with a large pool, children's wading pool...
Hale Lanikai | Ko Olina |Penthouse Ko Olina Villa
Summary:Welcome to Hale Lanikai in Ko Olina! With a private balcony, this space offers an unrivaled view of the lush gardens, serene lap pool, and shimmering Pacific. Maximum occupancy strictly enforced in accordance with local ordinances. Grab friends and enjoy quick...
Stunning Oceanfront Kahana Reef 205 with Spectacular Views!
Gorgeous Oceanfront Kahana Reef 205, it doesn't get any better! This renovated unit features magnificent Pacific Ocean, Molokai, and Lanai views; what Hawaiian getaways are made of!Kahana Reef is a quaint oceanfront property centrally located in Kahana. This property is...
OCEAN FRONT, ground level, end unit.
Maui Sunset Resort is one of the premiere resorts in all of Kihei. The grounds are landscaped with golf course style grass, bright orange flowering plants, and tall tropical swaying palms overhead. Our condo is ground level, so you can walk out on the patio and be only...
KBV 304 Top Floor Condo: Huge Oceanview, Elevators, Beach Walking Distance!
This beautiful, private top floor condo at Kahaluu Bay Villas is quite the gem. The unit has a well equipped kitchen and all the rooms are spacious with a balcony overlooking the pool and the ocean. The bedrooms and baths are wonderfully appointed.The living area is...
Ilikai Marina @6FL Ocean View and Marina, Renovated
We’d like to inform you that the Ilikai Marina building is currently undergoing lanai refurbishment work on certain units, with construction scheduled through August 14.We’re happy to share that our unit have already completed their lanai renovations. Your private...
Kihei Akahi C319: Spacious 2BR/2BA Condo with Garden Views, Near Beach & Shops
This property is hotel zoned, and not being affected by the recent proposed legislation.Kihei Akahi C319, Near everything Kihei has to offer! This 2-bedroom/2-bath condo offers the perfect Hawaiian getaway for families or couples traveling together.Kihei Akahi C319,...
Hawaiian cottage near world class beaches
International Colony 17 is a bohemian-style, 2-bedroom, 1.5-bathroom condo featuring vaulted ceilings, split AC units in the living room and guest bedroom, and vast windows that open up to Maui's paradise. There are no elevators at this property. Unit 17 can accommodate...
Great Ocean View, Privacy-a Sweet Spot Near the Office, Pool, BBQ, Park, Beach!
Some new things have been added! Read on...New DishwasherNew 50" Samsung Crystal TV in living roomNew Flat Screen TV in BedroomNew furniture and some new furnishings & suppliesNew living room lightingNew Coolaroo cordless Lanai ShadeNew Hair DryerPrivate, Open &...
Studio 918 at Waikiki Grand Hotel Hawaii
Legally permitted rental - 134 Kapahulu Ave #918** For your health and safety, we utilize additional Sterilization procedures between reservations.The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly remodeled and tropically...
Maui Vista 1317: Across the street from Charley Young Beach, 1 Br Sleeps 4
One bedroom partial ocean view condo located on the third floor with partial ocean views. This unit will accommodate up to four (4) people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The living room has a beautiful new flat-screen TV and...
Stay in Hana #1
Beautiful studio with 1 queen bed, private bathroom with river rock shower, 2 covered decks, and parking right in front of your door. You'll be surrounded by the sights of trees and sounds of ocean and birds. The property is 2 acres of lush Hana rainforest in a perfect...
Charming 2-bedroom Condo with AC & WiFi - Kuilima Estates West
Discover the beauty of Turtle Bay from this delightful 2-bedroom condo. This charming property features 1 king bed, 1 queen bed, 1 sofa bed, and 1 futon, perfect for a tranquil getaway. With one and a half bathrooms equipped with a hair dryers and bathtub, guests can...
1 BRM 1 BTH Premium Villa. Available July 20th-27th. only
Overlooking the stunning natural beauty of Kauai's North Shore from a private lanai, the epitome of relaxation awaits in the 799 square-foot one Bedroom Villa. Slip inside a spacious one-Bedroom Premium Villa to discover fine furnishings, original Hawaiian artwork, and...
Hale Mehana 4BR Home + Studio, Princeville, North Shore Kauai
Stunning North Shore Kaua’i vacation rental home located in beautiful Princeville. Conveniently located with easy access to the famous Hanalei Bay, Kilauea Lighthouse, Haena Beach Park, the breathtaking Napali Coast, shopping, dining, and more! Accommodates up to 10...
Waikiki Studio with 2 comfortable Queen beds, Pool & Free Parking
Apartment at the Marine Surf in the heart of Waikiki it's the perfect place to call home for your Honolulu vacation!Our condo offers 2 comfortable Queen beds, Full Kitchen, Large HD Smart TV and a full bathroom with shower/tub combo.Facing east our balcony is a great...
Quaint Island Home w/ Tons of Personality & Awesome Ocean Views
Sealodge E7 is a cheerful older unit right in the heart of everything Kauai's North Shore has to offer! This well maintained charmer has one comfortable bedroom, an open living and dining space that gets tons of natural light, and a fully appointed kitchen. The private...
#41 Turtle Hut at Punalu`u Black Sand Beach * Most 5 Star Ratings
Turtle Hut Description for CondoLooking for an authentic and genuine Hawaiian experience in a top rated resort with the most 5-star ratings in the complex? This is your spot!! Tucked away from most of the foot traffic and vehicles, you will enjoy how quiet this...
#70 Pog`s Place at Black Sand Beach Punalu`u with Ocean views and Travertine floors.
Amazing Ocean and Mountain Views from this beautifully renovated condo at the Colony One ~ Sea Mountain Resort in the Ka’u region at the Punalu`u famous black sand beach.About Pog’s PlaceWe welcome you with Aloha!Just a 4 minute walk to the famous Punalu’u Black...
Expansive ocean view condo with large windows
Experience the tropical paradise of Maui from the comfort of Nohonani 304, a charming 1-bedroom, 1-bath, third-floor, oceanfront condo that can accommodate up to 4 guests. Enjoy preparing home-cooked meals in the well-equipped kitchen, featuring stainless appliances....
Boho Paradise, Mountain and Ocean Views, Private Pool, AC, Beach Gear
Come & Enjoy a lovely Hawaiian vacation with us at our artsy & eclectic Kamapua'a Hale. This artistic home is in the prestigious community of Princeville. With views of mountain peaks of Hihimanu, Namolokama and Mamalohoa and featuring sweeping ocean views. This...
Fairway Villas Waikoloa J21-Near Beach, Waikoloa Kings Gold Golf Discount!!
Welcome to our 2 bedroom, 2 bath villa located in Fairway Villas in Waikoloa Beach Resort with discounted GOLD GOLF KINGS' CLUB MEMBERSHIP. NEW FURNITURE AND CARPET UPGRADES JUST COMPLETED. Our villa is fully equipped and ready for your vacation!! The dining area has...
Maui Vista 2213 - Charley Young Vacation Condo in Kihei
Maui Vista 2213! Centrally located in Kihei across from Charley Young beach. This 1bed/1bath is minutes to beaches, dining, shopping, and golf!Welcome to Maui Vista 2213! This striking condo is the perfect location for your Maui getaway. Its open and inviting charm is...
Maui Resort Rentals: Honua Kai Hokulani 512 - Spacious 5th Floor 2BR w/ Gorgeous Partial Ocean & Mountain Views!
Hokulani 512 is a luxurious two-bedroom suite offering gorgeous views of both the blue Pacific Ocean and the lush West Maui Mountains. Its expansive 1100 sq ft interior provides the perfect space for your group to gather, reconnect, and celebrate in comfort. Fold away...
Oceanfront Condo🏄♀️Wrap-Around Lanai Almost Hanging Over The Ocean! 🌊 Hale Kona Kai 313
True and total oceanfront condo with wide wrap-around lanai (balcony) giving you almost four lanai rooms. The lanai hangs over the ocean. See the tide pools and the lagoon where the turtles love to swim. Let the sounds of the sea make you sleep after a day of...
A One Bedroom Gem at the Diamond Head Beach Hotel - Queen Suite 602 Sleeps 4
Legally permitted vacation rental - 2947 Kalakaua Ave #602** For your health and safety, we utilize additional Sterilization procedures between reservations.Nicely updated recently including new flooring! - We look forward to hearing your reviews for all our effortsA...
Fairways at Ko Olina 18C: Elegant Condo on Golf Course
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Fairways at Ko Olina 18C by Gather,...
Hawaiian oceanfront condo near shopping & dining with hot tub & pool
Kona Bali Kai #313Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting one of the closest waterfront locations in all of Hawaii, you'll be treated to the picturesque sea views...