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.
Kohala Suites, a Hilton Grand Vacations Club - 2 Bedroom Plus - 2BP
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol & Dettol, to...
Garden-View 2BR at The Point – Bright Poipu Villa with Lanai & Island Comfort
Enjoy a relaxed island retreat in this spacious two-bedroom, two-bath garden-view villa at The Point at Poipu on Kauaʻi’s sunny south shore. Designed for families or groups who want comfort and space, the villa features a master bedroom with a king-size bed and en-suite...
Enjoy this newly renovated beautiful and spacious studio located near Waikiki.
Enjoy this newly renovated beautiful and spacious studio. Located across the convention center and next to Ala Moana shopping center and beach. Walking distance to sandy beaches, Waikiki, shopping and more. Comfortably sleeps three with a Queen bed and Xl twin pull out....
Kona Makai #5-103 One-Bedroom Tropical Escape
Discover your perfect Hawaiian escape at Kona Makai 5103, a charming and tranquil one-bedroom condo nestled in a lush tropical setting. This cozy retreat is designed for comfort and relaxation, offering a serene garden view and convenient amenities to make your stay...
Honua Kai 825 3BD Oceanfront Retreat w/ Lanai, Floor-to-Ceiling Views & Modern Kitchen
Honua Kai Hokulani 825 Spacious 3 Bedroom Condo at Honua Kai Luxury Resort with Amazing Ocean and Sunset ViewsWelcome to your Maui Retreat: A beautifully appointed 3-bedroom, 3-bath condo located right on the ocean's edge in West Maui. With floor-to-ceiling windows, a...
Kihei Akahi Ocean View Condo! Steps to Kamaole Beach II, Dining & Shopping
Wake up to ocean views and walk across the street to world-famous Kamaole Beach II!This updated condo in the peaceful Kihei Akahi complex features a full kitchen and beach essentials.Relax on the lanai with panoramic views of the Pacific, West Maui, and nearby islands....
Maui Kihei 2 Bedroom Sleeps 6
Please send an inquiry before requesting to book!The resort is situated on the southwest coast of Maui just steps from a six-mile stretch of white sand beach. On-site amenities include a swimming pool, whirlpool spa, barbecue grills, activity desk, and restaurant....
NEW! Kuilima Estates | KBM Resorts | 2 Units, 4 Bedrooms | ML-2750
** 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...
Kaanapali Alii Residence 412
Kaanapali Alii 4122 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Welcome to Kaanapali Alii 412, a beautifully appointed ground-floor one-bedroom garden view condo with a fully enclosed den that comfortably serves as a second...
Stunning Views: 5 min to beach and you will be amazed by the mountain views !
The studio is an overlooking Mid Pac country club, and has 180* views of the Ko'olau mountains and also the popular Pill Box hike peak which has views of the coast line. From the studio you may feel like you are in a birds nest , since there are birds singing ,and the...
(AK7101) Ocean View Getaway at Alii Kai, Pool, Beach Gear
NEW LISTING! Ocean-View Paradise at Ali'i Kai, Princeville – 2BR/2BA Renovated CondoWelcome to your Hawaiian getaway at Ali'i Kai in Princeville, where breathtaking ocean views and island comfort come together in perfect harmony. This beautifully renovated, ground-floor...
Studio in the HEART of Waikiki! Steps to the BEACH with Full Kitchenette
Experience Paradise in Waikiki!Welcome to Hale Luana at Bamboo Waikiki! Imagine enjoying your morning coffee or a tropical evening beverage in the Hawaiian breeze, from your private lanai (patio) before you head out to explore Waikiki. Look no further than Hale...
Kapalua Golf Villas Gold Ocean View 2 Bedroom
Golf Villas Gold Ocean View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2 twin...
Beach-front Estate - North Shore, private setting, close to Haleiwa & surf spots
Beautiful, private beach-front estate on near-private beach...except for daily turtle visits. Close-to-town convenience but behind the front gate it feels miles away. Spacious open downstairs floor plan with kitchen, dining area and living room. Guest room, office and...
Diamond Head Luxury Beachfront Estate
This award-winning oceanfront residence, Diamond Head Grand Escape, offers a rare opportunity to experience contemporary Hawaiian living in one of Honolulu’s most coveted enclaves. Set directly on the sand within the exclusive Cove area of Diamond Head, this home is one...
Villas at Mauna Kea 19 Three Bedroom
This single-level, magnificent, oceanfront estate offers a sunken living room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen with premium, stainless steel appliances and natural stone countertops, two dining areas and a master suite...
Hawaiian King 405 1-Bedroom, King Bed and Sleeper Sofa, Pool and BBQ Grill
Décor and Charm in the Heart of Honolulu - Hawaiian King 405Escape to the charming Hawaiian King 405, a delightful 1-bedroom vacation rental in the heart of Honolulu. Located at 417 Nohonani Street, #405, Honolulu, HI 96815, this cozy retreat combines the best of...
Honolulu Lagoonfront Villa by Gather | Private Pool Villa Near Waikiki & Diamond
Private Lagoonfront Villa | Courtyard Pool | Designer Living | Luxe Island RetreatExperience refined island living in this architecturally unique, resort-style villa—tucked along one of Honolulu’s most discreet and scenic coastlines. Designed for privacy, elegance, and...
Kaanapali Alii Residence 196
Kaanapali Alii 1962 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Welcome to Kaanapali Alii 196, a charming two-bedroom oceanfront residence at Maui’s exclusive Kaanapali Alii Resort. Offering unobstructed views of the sparkling...
Aqua Aloha Surf Waikiki 800 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 800 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 261 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Group Getaway in Beachfront Property, 3 Pet-friendly Units, Outdoor Pool
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Royal Kahana Maui 1117 Ocean View Studio
Enjoy a bright and cozy studio with sweeping ocean views just minutes from the beach. Ideal for families or couples. Unit 1117 Ocean View Studio• 11th floor studio with balcony overlooking the ocean and the island of Lanai • Studio kitchen includes microwave,...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Most Stunning Views | 3 Units, 7 Bedrooms | ML-1949
** 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...
Honua Kai Konea 208 Resort View 1 Bedroom + Den
Konea 208 1Bedroom + Den Resort View- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Private Lanai- King bed- 2 Sofa beds- Large bathroom with a separate soaking tub & shower and double vanity- Fully equipped gourmet...
Golf Villas Gold Partial Ocean View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Wahiawa 4BR - Sleeps 8, WiFi, A/C + Dole & Beach
PERFECT FOR:Family | Groups | Pet owners | Surfers | Digital nomadsSPACE HIGHLIGHTS:- 4BR w/ queen beds- Sleeps 8- Full 2BA- Full kitchen- Living area with high-speed WiFi- In-unit washer & dryer- A/C throughoutUNBEATABLE LOCATION:- 20-25 mins drive to Sunset Beach- 25...
Enchanting Ocean & Coastal view. Private Beach! Romantic Sunset Views - Month Plus
Beautiful, Ocean Front accommodations. Two-bedroom end unit with plenty of space to relax, read a book on the ocean front lanai or just enjoy the amazing ocean view from your chair. You may have to look past a palm tree or two blended in with your romantic sunset view....
Marriott's Waikoloa Ocean Club - 1-Bedroom - Family Friendly
Come explore the Big Island at this premium-level Marriott property on the beach. Surrounded by the clear, blue waters of the Pacific, this dream getaway is the perfect place to enjoy your next tropical destination.This property has everything you need for a tropical...
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily Housekeeping
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily HousekeepingThis spacious 3 bedroom, 3.5 bath single-level lower corner floor villa sleeps up to 6 and is centrally located in one of Hualalai Resort’s most popular neighborhoods on Waiulu Street. Located...
Kohala Suites, a Hilton Grand Vacations Club - 2 Bedroom Premier - 2BX
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol & Dettol, to...
Kaimana Beach Penthouse by Gather: Luxury Ocean & Diamond Head Views
Welcome to Kaimana Beach Penthouse by Gather, an elegant two-bedroom, two-bathroom oceanfront escape perched above Waikiki. This luxurious top-floor condo accommodates up to five guests and blends modern sophistication with island tranquility, featuring uninterrupted...
Hapuna Beach Residences C21 Three Bedroom
This incomparable, oceanfront, newly-constructed island masterpiece seamlessly fuses the blissful convenience of ground-floor beach access with exceptional privacy and size. This residence showcases floor-to-ceiling sliding window walls that create an exquisite...
Maui Banyan Resort F-203A Stunning Studio With AC
Beautiful Studio - Steps to Beach - Vaulted Ceiling **This is a beautiful studio condo with vaulted ceilings and is right across from the beach! The Maui Banyan is conveniently located in desirable South Kihei (Where all the amazing sandy swimming beaches are). This is...
Marriott's Ko Olina Beach Club 2 BR Mountain View Villa
Just half an hour from Honolulu, Ko Olina Beach Club is nestled among the lush grounds of Ko Olina Resort & Marina, a picturesque 640-acre community built along a pristine stretch of the Oahu coastline. Situated in the stunning southwest region of Kapolei with...
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of Waikiki
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of WaikikiSoak in the beauty of Oʻahu from the 34th floor of Waikiki Banyan 3409, a stylish 1-bedroom vacation rental with sweeping mountain and Honolulu city views. Located just 2 blocks from Waikiki Beach,...
Your Home Away from Home! 3 Relaxing Units, Full Kitchen, Swimming Pool!
Set on the picturesque North Shore of Kauai, this resort offers stunning ocean and mountain views with easy access to Hanalei Bay’s beaches and hiking trails. Ideal for nature lovers, it provides a serene getaway close to local shops and dining options.This listing is...
Maui Sunset Vacation Rentals B422
Ocean front condo on the fourth floor., Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Large private condominium apartment at the resort condominium complex on...
Ground Floor Garden Access Pool slide Gym
This room was just remodeled, new flooring, new kitchen, new furniture. Kiahuna Resort is the perfect ocean front complex, with a rolling green, perfectly maintained landscape, Mango trees, Koi ponds, and access to an amazing health club.The space-The athletic club has...
Maui Resort Rentals: Honua Kai Hokulani 248/50/51 – Incredible 8BR Oceanfront Gem, Over 5500 combined Sq. Ft. w/ Built-in Viking Grills!
This phenomenal offering combines two of the absolute finest 3BR/3BA oceanfront residences at Honua Kai with a neighboring 2BR/2BA partial oceanview suite to create a true 8BR masterpiece, perfect for larger groups and families. The combined 5500+ sq ft of living...
Luxurious Kahala Grand Splendor: Private Home w/Pool, Spa, AC & Lush Landscaping
Welcome to Kahala Grand Splendor, a 5,002-sq-ft luxury retreat in Honolulu, HI, where sophisticated design meets the tranquility of island living. With five beautifully appointed bedrooms and seamless indoor–outdoor flow, this expansive estate comfortably accommodates...
Aqua Aloha Surf Waikiki 1511 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1511 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, (1) Queen sofa sleeper, Sleeps 4, 374 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
North shore beachfront villa - garden view home
Plumeria House is a recently renovated traditional Hawaiian style plantation home found in Tropical Waters, a vacation rental retreat featuring three homes in a gated community on Oahu's North Shore. This house has a beautiful garden view along with your own private...
A Place You'll Surely Enjoy! Deluxe Crater View King Unit, Free Parking!
Family-friendly property located right inside of Volcano National ParkThis listing is for a room within a hotel.✦ Your room is 260 sq. ft, equipped with complimentary toiletries.✦ Cleaning services included in the nightly price.There are a few additional details to know...
Tropical Comfort – 1BR Villa with Lanai at Sheraton Kaua‘i Resort
Set along Kaua‘i’s famous sunny South Shore, this 1-Bedroom Villa at Sheraton Kaua‘i Resort offers the perfect mix of island charm and modern comfort. With approximately 550–600 square feet of space, this villa is ideal for couples or small families looking to enjoy...
Palms at Wailea Ocean View Villas 2 Bedroom 2 Bath
Take in breathtaking ocean views from a spacious two-bedroom villa in Wailea’s resort community. Featuring a full kitchen, open living area, and private patio, it’s the perfect retreat for families or friends seeking a relaxing Maui escape. Ocean View Villa 2 Bedroom 2...
Island Surf 510A | Studio with On-Site Amenities!
Escape to the serene paradise of Island Surf 510A, a cozy tropical studio nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 2 guests, offering a studio bedroom and 1 bathroom all conveniently situated on one floor...
Anuhea House, a charming studio in beautiful Holualoa, Hawaii.
Relax in this beautifully designed custom built studio as you feel the Anuhea (a cool fragrant mountain breeze) coming down Hualalai mountain. Enjoy the high end finishes of hewn teak flooring, mahogany trim, custom built accents and natural stone bathroom. Located in...
Luxury Condo in Waikiki, Highly Sought After Condo!
This 2-bedroom unit is located in the highly sought-after condo, The Windsor. Freshly painted, this condo features high-end stainless-steel appliances (Bosch convection oven, Thor cooktop and LG refrigerator/freezer, microwave and dishwasher) and modern furnishings...
Halii Kai | Oceanfront | KBM Resorts | 2 Units, 4 Bedrooms | ML-2567
** 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...
Waikoloa Colony Villas 1506
Experience the best of Waikoloa Resort in this gorgeous, upgraded townhome set in a prime location. Spacious and newly furnished, this dream retreat sits just steps from the community amenity center, where you’ll find a large family pool, jacuzzi, BBQ pavilion, and...