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.
Tropical furnishings, island-inspired wall art, and blonde wood flooring combine to make the Islands at Mauna Lani M1 a welcoming and relaxed vacation rental option on the Island of Hawaii. This two-bedroom two and a half bathroom split-level townhouse is perfect for...
Kaanapali Alii 31062 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Welcome to 3106, a gorgeous condominium in Maui's exclusive Kaanapali Alii Resort. This deluxe residence offers stunning, unobstructed views of the sparkling...
Luxurious Tent for a Romantic Getaway in Mountain View Village, Hawaii
This luxurious tent is located in the lush rainforest of Volcano, Hawaii, and provides the perfect setting for a romantic getaway, solo traveller, or just a place to detach from your every day bustle and hustle. Inside, the tent boasts a contemporary interior with a...
Pali Ke Kua 9 - 2Br Townhouse - Mountain Views, Pool, Hot Tub
Beautiful Hawaiian Condo with Mountain Views, Pool, & Hot Tub - Steps to BeachNestled in the picturesque town of Princeville, Hawaii, and a short drive to the world famous Hanalei Bay, this charming 2-bedroom, 2-bathroom townhouse-style condo at Pali Ke Kua offers a...
Kai Lani Luxury 6D by Gather: Ground-Level 3BR w/ Ocean View Lanai
Set within Ko Olina’s premier oceanfront community, Kai Lani Luxury 6D by Gather offers a serene single-level retreat where tropical landscapes, gentle ocean breezes, and modern comforts blend seamlessly. This three-bedroom, two-bathroom villa spans 1,320 sq. ft. and...
Aqua Aloha Surf Waikiki 301 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 301 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
City & Palm View Oceanfront Bliss w/ Free Parking
2022 remodeled and refurbished home
Honua Kai | 2 Free Rental Cars | KBM Resorts | Family Friendly | 2 Units, 3 Bedrooms | HK ML-1355
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Charming room near Hanauma Bay
Charming room in the heart of Hawaii Kai. A block away from amazing restaurants, cafes, bars and so much more. Perfect for business trips while exploring everything Oahu has to offer. Near famous beaches and hiking trails - 5 minutes from Hanauma Bay (one of the best...
Beachfront, spacious, absolutely stunning Oceanfront Condo with FREE Parking
Aloha! Our spacious Fourth floor 1 bed 1 bath condo with spectacular views of the beach, ocean and Molokai & Lanai islands awaits your Hawaiian adventure. Enjoy the sights and sounds & breeze of the Pacific Ocean from the living room & kitchen! You can't miss watching...
Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle
Welcome to your peaceful Poipu Beach retreat — a perfectly located, ground-floor walkout condo just a short 3-minute stroll through lush, tropical gardens to the shoreline. Set in one of the most walkable and convenient areas of Poipu, this home offers a calm, breezy...
Beachfront is set amid palm trees on 6 acres of beautifully landscaped gardens!!
Situated on eastern Kauai's Coconut Coast. This beachfront property is set amid palm trees on 6 acres (2.4 hectares) of beautifully landscaped gardens. The guest rooms are designed in island-inspired decor. On-site amenities include a pool, jet spa, poolside bar, and...
Cozy Apartment In Sought After Neighborhood of Olomana!
NEW PHOTOS! One bedroom, one bath apartment in the quite neighborhood of Olomana. This cute apartment comes complete with a split system Split System AC unit, full bath and kitchenette. Rent is $2,000.00 and an additional $400.00 for All utilities including Cable,...
Grand Opening Prices! Ocean Views! Steps 2 Beach! Entire condo in Kihei, Hawaii!
Welcome to our slice of heaven - Pineapple Paradise! Our recently remodeled condo boasts a peaceful, laid back vibe, making it the perfect choice for a relaxing getaway to escape all your cares.This gem—steps from the beach—is tucked away from the hustle and bustle of...
Free Parking - Newly Renovated, 1 Bedroom, 1 Bath Waikiki beach. 3 beds- sleep 5
Welcome to our charming one-bedroom apartment nestled in the heart of Waikiki! Our guests love staying here, and it’s easy to see why – with trendy restaurants, ease of access to anything you'd need during your stay in Honolulu, and less than 3 minutes away from the...
Nestled on the tranquil hillside of the distinguished Mahinui neighborhood, Hale Kalia is nothing short of a refined sanctuary where modern luxury meets island serenity.Nestled along the tranquil windward coast of O‘ahu, the Mahinui neighborhood in Kāne‘ohe offers a...
The Lodge at Kukui‘ula - Villa 3
Vacationing in Villa 3 at The Lodge at Kukui'ula offers a luxurious experience nestled in the heart of Kaua'i's stunning South Shore. This exceptional accommodation provides guests with an authentic Hawaiian retreat featuring sophisticated plantation-style architecture...
Waikiki Shore 518 Partial Ocean View 2 Bedroom
Located in the only condominium building on Waikiki Beach, this two bedroom, two bath condo offers partial ocean views and all the comforts of home. Perfect for families or couples traveling together, it’s just steps from the shoreline, shops, and dining.Unit 518 Ocean...
The Gardens at West Maui 1BR Suite
Located in breathtaking West Maui, within close proximity to wonderful beaches, quaint shops, and fine restaurants, The Gardens at West Maui offers delightful accommodations in a gorgeous tropical setting. Our 33 guest units are spacious, comfortable, and come with...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kapalua Bay Villa 19G5 Gold Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- Split level condo with 19 stairs between the driveway and front door- Tile entry, kitchen and bathrooms, carpet in living area, dining room and bedroom- Living room, kitchen and ½ bath on first floor; bedroom, full bathroom and laundry...
2-Bedroom Condo near Downtown Kona | Close to Beaches & Dining
This bright and breezy 2-bedroom, 2-bath condo is perfectly located in the heart of Kailua-Kona. Located on Ali‘i Drive, you`re just minutes from beaches, shops, and restaurants, it’s the ideal spot to relax after a day of island adventures.Features:- A/C- Full kitchen...
34th FL Allure Waikiki | Parking | Pool | City & Mtn Views
The Space: This beautifully appointed 2-bedroom, 2-bathroom suite features floor-to-ceiling windows throughout and a curved lanai with incredible panoramic views. Located on the 34th floor of the luxury Allure Waikiki tower.Master Suite: King bed, ocean views, walk-in...
Waikiki Ocean City View 2 Bedroom 2 Bath
Summary:Newly Renovated Waikiki Split 2BR/2BA Efficiency Unit. Free garage parking.The Space:Reconnect with loved ones in this family-friendly place. Situated at the entrance of Waikiki, our delightful split 2Br 2BA efficiency unit in the Hawaiian Monarch building...
Island Living w/Ocean Views, Wi-Fi and Pools-G510A
Your Hawaiian dream vacation becomes a reality when staying at this tropical oasis set within walking distance to the iconic Maui shores. The Maui Banyan resort is sprawling with lush flora and top-notch amenities including two swimming pools, jacuzzis, tennis courts,...
Maui Vista 1406: Top Floor Large 2 br condo with Loft & Ocean Views Sleeps 4
Large two-bedroom condo with a loft with ocean views. This vacation rental features a queen bed in the master bedroom, two twins in the loft bedroom, and a pull-out sofa bed in the living room. This unit looks out over the pool. Relax on the lanai and enjoy paradise....
Idyllic Vacation at Ko Olina Hillside Villa 1528-4
Resort in Kapolei with a water park and a hot tubA water park, a fitness center, and a hot tub are available at this smoke-free resort. Other amenities include laundry facilities. Limited housekeeping is available. Air-conditioned accommodations at this resort offer...
Lahaina Shores Beachfront Condo with Panoramic Endless Ocean Views
Unwind to the Rhythm of the Waves | Oceanfront Studio SanctuaryEscape to your own slice of coastal paradise! Wake up to the sun rising over endless blue, fall asleep to the soothing sound of crashing waves, and breathe in the salty air from your private, direct...
Diamond Head 1 Bedroom Condo Queen Bed & Bunkbed
Legal Vacation Rental - This beautifully furnished 1 bedroom suite with Queen bed & with separate living room offering twin bunkbeds.The full kitchen is bright spacious and well equipped. Condo has awesome views out over the Ocean and also Kapiolani Park - Includes flat...
Hilton Garden Retreat: 5-minute Walk to the Beach, Stunning City Views!
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
HM24F-13 Skyline Serenity: Waikiki Mountain View Studio
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Mountain View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from...
Fabulous 7 bedrooms for 16 above famous Anini Beach!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This fabulous 7 bedrooms and 5 baths for 14 to 16 people, is situated right above famous Anini Beach, with an 8-10 minute walk down the Anini Beach trail just steps away from the...
Kaanapali Alii 2642 Bedroom | 2 Bathrooms | Sleeps 6 | Mountain ViewKaanapali Alii 264 is an elegant one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe residence offers sweeping views of the West Maui...
Cozy apartment in awesome Honolulu with AC, WiFi, fitness room
Located in Honolulu, this charming apartment is a dream. With a cozy bathroom featuring a bathtub and hair dryer, guests can relax and unwind after a day of exploring. The property also offers amenities like AC, WiFi, and a fitness room for convenience. Experience what...
Sea Village 4113 Oceanfront Condo Kailua-Kona, HI
Our privately owned unit is within Sea Village, a Condominium complex less than 1 mile from downtown Kailua-Kona. We love this location because it's in between the great surfing and snorkeling to the south, and the white sand beaches to the north. This unit has the most...
Step into island luxury at Mauna Kea Ocean House, a breathtaking estate tucked within the exclusive community of Hapuna Estates at Mauna Kea on Hawaii's Big Island. This spacious home sits on over an acre of beautifully landscaped land with panoramic ocean views,...
Kilipue Retreat by Gather: 3BR Home w/ Loft Desk, Yard, Lanai & A/C
Kilipue Retreat places you at the quiet end of a Kapolei cul-de-sac, minutes from beaches and big-city conveniences yet wrapped in the calm of a residential neighborhood. Newly refreshed and fully furnished, this 3-bedroom holiday home welcomes corporate guests,...
Hale Pau Hana #707 Ocean Front, Central AC, Oceanfront Complex
Hale Pau Hana #707 is a 2 bedroom, 2 bath unit on the 7th floor with a panoramic ocean view and central A/C throughout. It provides a fully-equipped kitchen, 2 flat-screen TVs, and free WIFI. Go to sleep in your comfortable cal king bed as you enjoy the sound of the...
Indulge in Home-Like Comfort Rooftop Swimming Pool and Hot Tub!
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
2bd/2Bath condo Sleeps 6 in Kailua-Kona with central AC across Magic Sands Beach
Escape to this condo in picturesque Kailua-Kona. Guests enjoy two comfortable bedrooms, featuring one queen bed and one twin bed, plus a cozy living room with a sofa bed for extra space. The two bathrooms offer both a bathtub and a shower, perfect for relaxing after a...
Waikiki 2 Bedroom w/ Covered Parking, Family Condo
2 bedroom, 1 bath, with your assigned gated parking in Waikiki!! Royal Aloha, 625 sqft w/50 sqft Lanai located on the 3rd floor condo with cityscape views. Short stroll to beach, dining, and shopping. Fast internet. Washer/dryer on every floor.Royal Aloha building is...
Charming Palm Suite at The Imperial Hawaii Resort
Honolulu is waiting for you at this enchanting 1-bedroom apartment. The cozy bedroom features a queen bed, perfect for a good night's sleep after a day of exploring. With 2 bathrooms and a living room with a murphy bed and sofa bed, there's plenty of space for guests to...
Hotel Room Partial Ocean View w/ WiFi and AC - Bamboo Waikīkī Hotel #1101
Castle Bamboo Waikīkī Hotel #1101 - Get the most from your magical Hawaiian experience in this cozy eleventh-floor unit located just blocks from the iconic shores of Waikīkī. With resort-style amenities and a prime location at the Bamboo Waikīkī, you’ll have everything...
Maui Banyan T105 Garden View Condo in Kihei Close to Kamaole Beach II with AC
Welcome to Maui Banyan T105, a serene 1-bedroom, 2-bathroom condo in the heart of Kihei, Maui. Perfect for up to four guests, this bright and comfortable retreat offers a relaxing island escape just across the street from Kamaole Beach II.• Spacious 1-bedroom,...
Aqua Aloha Surf Waikiki 613 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki 613 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Updated Oceanfront 1 bedroom West Maui condo
Welcome to Hale Ono Loa 212. This freshly painted 1 bedroom, 1 bathroom updated condo will make you feel right at home. From the moment you walk in you'll see the ocean and feel the Maui vibes. This fully equipped unit can comfortably accommodate 4 people, offers a full...
Hilton Vacation Club Kaanapali Beach Club
Lahaina is waiting for you at this 1-bedroom resort. Step into a charming space featuring a king bed and a cozy living room with another king bed, perfect for relaxing after a day of adventure. The bathroom offers both a shower and a bathtub, making it easy to unwind....
ESCAPE TO YOUR DREAM; Nature, Comfort & Tranquility Await!
Discover this charming 3-bedroom countryside retreat in Kahalu’u. This serene haven features a king bed, a queen bed, and a full bed, ensuring restful nights for all. Equipped with air conditioning, WiFi, and a cozy living room with a sofa bed, this home offers modern...
Waikiki Paradise w/ Ocean View & a Free Parking
Aloha! Enjoy this newly renovated, modern stylish 1 bedroom/1 bath suite, just steps away from World Famous Waikiki Beach with Diamond Head and Ocean views on the 27th floor of Waikiki Banyan. The suit has 1 King bed in the bedroom, a sofa bed in the living room, and a...