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.
Perfect North Shore Getaway with Pool Near Hanalei Bay!
Discover the very best of Kauai from the comfort & convenience of this luxe private retreat! Perfectly situated in the heart of Princeville just minutes from Hanalei Bay and some of the world's most iconic surf spots. Step outside to enjoy warm trade wind breezes, relax...
Volcano Rainforest Retreat with a Hot Tub
As you pull up to this grand cedar style home you are immediately greeted by a beautiful rainforest that feels calming and relaxing. The first room is located to the far right corner of the building. There are a few stairs leading to a small covered patio for you and...
Cute and Cozy Couples Retreat w/ Private Lanai, Mountain and Ocean Views, A/C
Sealodge B4 is an unpretentious, laidback getaway in the heart of Princeville, perfect for couples looking to enjoy a tropical vacation without breaking the bank. Enjoy the king bed, open concept living, dining, and kitchen areas, and take in amazing views from either...
Royal Kuhio 1606 - Spacious Studio w/ Diamond Head and City Views in Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1606, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 444 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Large 2 Bedroom Ocean View Condo - Valley Isle 703
Enjoy this large 2-bedroom, 2-bathroom unit at the Valley Isle Resort in an oceanfront building with all the homey comforts you need for your vacation in paradise. Floor-to-ceiling glass sliders provide an abundance of natural light & allow guests to enjoy the Hawaiian...
Beautiful Bamboo Waikiki 1-Bedroom | Private Lanai | Pool
Enjoy this 1 bedroom home located less than two blocks from the famous Waikiki beach. This unit includes dual private balconies with city/Mountain views, access to the Bamboo’s waterfall pool, spa and sundeck area enclosed in a Japanese-style garden to escape the hustle...
Ilikai 539 2 Bed Room Excellent Ocean / Lagoon / Sunset Views - King Bed
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, large 240 sqft. lanai, 1,000 sqft interior. Kg bed, 2 twin beds, Walking distance to parks, mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located at the gateway to Waikiki....
Special December rates /Spectacular Ocean views 1Bed/2 bath
This is a modest condo priced accordingly in a great location located at the center point in Maui that allows easy access to virtually all points of Interest on the island. Pool, barbecue area, elevators, air-conditioning and a spectacular view that is magnified inside...
Wainaku Camp Home
Fantastic value! Come and enjoy this newly remodeled sugarcane plantation-style home that is only 5 minutes from downtown Hilo. This is the perfect place to come with family and friends as there are 2 homes available on the property. The homes are just off the beaten...
Royal Kahili retreat with pool, hot tub, lanai, & elevator - near beach
Royal Kahili B202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set in the Royal Kahili complex, this condo is just half a mile from a beautiful beach. Across the street, you’ll...
Beautiful 2 Bed 2 Bath Condo in Kona Coffee Villas
Wake up to sweeping ocean views and cool mountain breezes at this serene 2-bedroom condo in the beautiful Kona Coffee Villas. Nestled at a refreshing elevation above Kailua-Kona, this peaceful retreat offers the perfect balance of comfort, convenience, and island...
Kuhio Village 803A - Waikiki Private Getaway - 2 mins to Waikiki Beach
Kuhio Village 803A - Waikiki Private Getaway.... 2 mins to Waikiki BeachLocated only 2 short blocks to the beach, Duke's statue and Waikiki strip. Private studio newly renovated: laminate flooring, air conditioner, artwork, linens, and all the essentials. We welcome up...
KS 940 New Listing at Kaanapali Penthouse Studio w Ocean Views AC Pools Hot Tub
Kaanapali Shores 940 Enjoy Top Floor Ocean Views from this Conveniently Located West Maui Studio! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail,...
Self contained Studio Apt. with pool, 2 mins from Waikiki beach
Located on the quieter side of the Waikiki Grand Hotel® with a city skyline view, this comfortable 6th floor Queen bed studio apt. has free WiFi & it's own lanai.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home....
Perfect North Shore Getaway Near Hideaway Beach!
Experience the very best of Kauai’s north shore from this beautifully remodeled getaway in the heart of Princeville! Perfectly situated just minutes from Hanalei Bay & some of the world's most iconic surf spots. Step outside to enjoy warm trade wind breezes, relax...
Makaha Villa by AvantStay | Mountain + Ocean Views
Makaha Villa is your Oahu haven perched in a prestigious gated enclave within the scenic Makaha Valley. This sunny home boasts four bedrooms, a beautiful outdoor space with mountain and ocean views, and a 7-minute drive to Makaha Beach.Nestled in a cul-de-sac, you'll...
Diamondhead Beach Hotel PH02 / King Bed Studio, Gold Coast Penthouse Paradise
Stunning Gold Coast Penthouse #2 – Diamond Head Beach HotelOceanview Studio | King Bed | Kitchenette | Sleeps 2Experience the best of Honolulu’s prestigious Gold Coast from this beautifully appointed penthouse studio at the iconic Diamond Head Beach Hotel. Thoughtfully...
Experience the Best, Waikiki Banyan with Free Parking & Wi-Fi!
Waikiki Banyan Tower 1 Suite 1104Deluxe Ocean and City View Waikiki Banyan Condo, Free Parking Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation...
Ocean Views! Pickelball Cliffside Yoga
Summary:🌴 Enjoy ocean breezes & stunning views of Kilauea Lighthouse & Anini Reef from this top-floor condo at The Cliffs in Princeville! Though there's no A/C, tradewinds & ceiling fans keep it comfy year-round. Relax in a 22-acre resort with pools, tennis, yoga, hula,...
Kihei Bay Surf B212 | Relax Poolside, Play Tennis!
Guests have called Kihei Bay Surf B212 “a gem in a tropical garden paradise,” and that pretty much sums it up. It is secluded, beautifully landscaped, and a short walk from Kalepolepo Beach Park. Your 2nd floor condo has a veranda that is enclosed in palms. You can...
Wailea Elua Village 1502 - 2 Bedroom Ocean View Condo
Situated near the center of the resort, Wailea Elua 1502 is siutated near the putting green and central swimming pool. Just a short walk away is the oceanside Wailea Beach Walk where you can stroll along the shore for a few miles on a paved path and watch Hawaiian sea...
Studio in the middle of Waikiki- 2 minutes to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Diamond Head & Ocean View - Free Parking - Walk to the beach.
TA/GE-080-509-7472-011990/NUC-0827 for TMK 260250050267(formerly NUC 90/TVU-1617 )Comfortable family apartment at Waikiki.High floor. Ocean and Diamond Head View.1 block from the beach, located near restaurants and shops.Equipped kitchen.Free WiFi.Free parking for one...
Large 3 Bedroom Condo - Kahana Resort 4B2
Take in ocean views on Kahana Beach! Stay in air-conditioned comfort as all rooms have their own window air conditioning unit. You will enjoy the newly painted condo with updated furnishings, artwork, new plumbing, and light fixtures. Tile and hardwood floors downstairs...
Welcoming Condo with Free WiFi, Ocean Views, Shared Pool & Tennis - Walk to the Beach
Kamaole Sands 7-107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise on South Maui awaits at this well-equipped condo, where you'll enjoy ocean views, access to a shared pool...
Cozy studio with a shared pool, hot tub and grill area, steps from the beach
Kona Bali Kai 263Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the beautiful area of Kailua-Kona, Hawaii, this charming condo at Kona Bali Kai offers a serene retreat...
WG 612 Ocean View, Spacious Balcony Studio in Waikiki with Pool
Legally Permitted Rental Waikiki Grand Hotel® 134 Kapahulu Ave 612☮Escape to this peaceful perfectly sized studio in picturesque Waikiki. With a cozy living area featuring a queen bed, guests can unwind at this centrally located retreat just 2 mins walk to the golden...
Tropical Oasis with Water Views & Community Pool
Welcome to Menehune Shores 206, your perfect tropical getaway located in the heart of Kihei, Hawaii. This charming condo offers a serene retreat with two spacious bedrooms, each featuring a comfortable queen bed, and two full bathrooms, making it ideal for a group of...
@ Marbella Lane - Marina Studio | near the beach
Summary:This entire condominium is situated in the Aqua Aloha Surf Waikiki, one of the most popular hotels in the heart of Waikiki. This high-floor deluxe unit comes with a gorgeous Ala Wai Canal and Golf Course view, and a peek-a-boo ocean view. Aloha Surf is a...
Perfect Waikiki Location, Right Near The Beach!
Located on the 13th floor of Discovery Bay, this beautifully furnished condo offers a spacious layout with stunning views of the 11th-floor pool deck and a glimpse of the ocean beyond. The recently renovated bathroom features a sleek walk-in shower for added comfort....
Molokai Shores 119
Molokai Shores #119: You’ll love stepping from the ground floor lanai onto expansive lawns fringing this casual 562 sq. ft. suite with beautiful ocean views and tropical décor. Wake up to easy access to the lush ground floor grounds and sip on your favorite local brew...
Stylish studio with private balcony & WIFI - steps to Waikiki beaches
Palms at Waikiki #311Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of island life at Palms at Waikiki with this charming studio unit located in the heart of...
Renovated Beachy Studio at Hawaiian Monarch | Pool
Enjoy ocean and pool views from this spacious studio at the ideally located Hawaiian Monarch. Nestled at the beginning of Waikiki, this unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more....
Kihei Akahi D-104 | Lush Garden Views & Steps to Beach + Fun Amenities!
Lush garden views from your private lanai await you at Kihei Akahi D-104. Discover island-inspired comfort right across from the sun-drenched shores of Kamaole Beach Park II. Perfect for a romantic retreat or small family getaway this Maui, Hawaii vacation condo offers...
Aloha Surf 1205 Two Beds, Pool, Walk to WAIKIKI BEACH!
Aloha Surf 1205 - Your Ideal Waikiki GetawayDiscover the epitome of a relaxing beach retreat at Aloha Surf 1205, a delightful studio unit situated in Waikiki. This vacation rental seamlessly blends comfort, convenience, and Hawaiian charm, offering an ideal escape just...
1BST-1 Aston at the Waikiki Banyan: Standard One-Bedroom with Full Kitchen
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Standard...
Kahana Reef 102: Ground floor Ocean Front One bedroom Condo sleeps 4
Ground floor Ocean Front One Bedroom Condo. This unit is next to the pool and has a beautiful sunbathing spot in front of the lanai. The bedroom has a king bed and the living room has a pull-out sofa bed, allowing this unit to sleep up to four people. The furnishings in...
Hawaiian Dream Villa<3 mins from Disney Aulani
Welcome to our luxurious 2-bd villa in the breathtaking paradise of Ko Olina! Nestled along the pristine shores of Oahu, our tranquil retreat offers the perfect blend of comfort, convenience, and Hawaiian elegance and is ideally located to explore all that Ko Olina has...
Spacious retreat home with private pool & screened lanais - conveniently located
He'eia Haven Retreat - Units A & BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Kailua-Kona with a stay at this spacious Hawaiian-style beach retreat home!...
High Value at Great Price: Three Bedroom condo at Papakea Beach Resort
Ocean views in North Ka'anapali. This 4th floor condo features 2 bedrooms with bathrooms downstairs plus a loft bedroom, with 2 twins beds, and a half bathroom. The living room has a 37" LCD HDTV & Blu-ray player with property HD signal to match. The master bedroom has...
Maui Resort Rentals: The Whaler 962 - Gorgeous 9th Floor Studio, Fantastic Pacific Ocean and Black Rock Views!
Enjoy gorgeous views of the Pacific Ocean, Kaanapali's famous Black Rock, Maui's neighbor island, Molokai, and the lush West Maui Mountains from this luxurious 9th-floor interior-courtyard studio suite. Enjoy all the advantages of a full modern kitchen featuring...
Perfect Private Getaway Minutes to Hanalei Bay!
Experience the very best of Kauai from the comfort & convenience of this beautiful private retreat in the heart of Princeville! Perfectly situated near Hanalei Bay & iconic surf spots along the Garden Isle's north shore, explore nearby beaches, hike scenic trails or...
Cozy Lanikai Cottage Walking Distance to the Beach-Near Shops & Restaurants
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...
Maui Banyan T-305A | Steps From All the Fun!
Maui Banyan T-305A is the perfect vacation spot for a small family. Your studio condo is newly updated and features air-conditioning. Best of all, your resort is across the road from Kamaole Beach II, one of the most celebrated and beautiful beaches in the world. You’re...
Newly Renovated condo with pool and hot tub - short distance from the beach
Plantation Hale G14Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Promotional Rate of $125 a night for October and November 2025!Switch over to island time with a stay in this...
Kauai resort condo up to 6 . Near beach, restaurants and shops and town close
Stay in your private condo that comfortably sleeps 6 with private parking. Comfortable duplex with two spacious bedrooms. Feel at home with home cooking in a spacious kitchen. Plenty of dining space and living space with large comfortable couch an large TV and fast...
Renovated 2-Bedroom Condo with Ocean Views and Complimentary Parking
Spectacular Ocean & Diamond Head View 2 Bedroom Condo w/ Free Parking!This cozy 2 bedroom 31st floor condo with gorgeous ocean and Diamond Head views is only 2 blocks away from the world-famous Waikiki Beach. This condo comes with a fully furnished kitchen which...
Maui Sunset A108 | Lanai, Resort Amenities!
Looking for your next vacation spot? We have the perfect choice for you! This vacation condo in Maui, Hawaii is suitable for a family stay or couple’s retreat. So, no matter your reason for getting away, consider Maui Sunset A108.There are so many beautiful sights to...
Island Energy in Suite w/Lanai, Washer/Dryer, WiFi, Kitchen–Kamaole Sands 7302
Revel in the casual comfort of this air-conditioned 818sf suite that brims with homey touches. Enjoy the flexibility of a full kitchen, plus a furnished lanai overlooking the landscaped courtyard, ceiling fans, WiFi, flat screen TVs, DVD player and a washer/dryer....
Hawaii Kai Dream with large lanai, ocean views, & a home office - near beaches
Hawaii Kai Dream - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Prepare to be wowed by unforgettable views at this 4BR/3BA home, ideally situated in Honolulu’s...