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.
Golf Villas Gold Partial Ocean View 1 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...
PRIVATE OCEAN FRONT ESTATE ON TURTLE COVE, NAPILI - MOST SPECTACULAR LOCATION
THE MOST MAGICAL PLACE ON MAUI! SNORKEL WITH TURTLES,WATCH SURFERS FROM YOUR LANAI AND ENJOY EXQUISITE DIRECT OCEANFRONT DINING,TRULY A TROPICAL PARADISE!!Jacuzzi, Pool Table, Dry Sauna ....Locals tell us Papaua Paradise is the best location on Maui. We are located at...
Beach Getaway! Relax on Waikiki Beach, 3 Amazing Units, Restaurant
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Central Island Living | AC, Parking, Kitchen, W/D
Located in the vibrant community of Waipahu, this 2-bed, 2-bath condo offers convenient island living. Situated near shopping centers, local eateries, parks, and easy freeway access, this location makes exploring Oahu a breeze. The neighborhood is known for its...
Puka Pa 8 – Sweeping Ocean Views | Onsite Staff & Daily Housekeeping
This thoughtfully designed 4-bedroom, 4.5 bath home is the ultimate in modern design and construction and just 6 minutes to resort amenities. All four designer-appointed bedrooms are under one roof and ample outdoor space invites activities such as cooking, TV viewing,...
Peaceful oceanfront getaway
Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...
Maui Ka’anapali Villas #273: One bedroom ocean vie
Maui Ka’anapali Villas #273: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 2Bright, open and spacious one bedroom loft condo with ocean views. The lanai is perfect for relaxing and enjoying the cool trade winds. The bright...
Wailea Elua Village 1509 - 2 Bedroom Garden View Condo
Wailea Elua Village offers tropical vacation condos set amid Wailea’s resort hotels, making it a perfect luxury destination. Enjoy easy access from this vacation condo at Wailea Elua Village to the restaurants and spas of the Wailea resorts via the picturesque Wailea...
Cabin in Kealakekua with kitchen
Enjoy indoor/outdoor living Hawaii style! The Bamboo Cabin offers a cozy room that opens onto a private veranda with its own kitchen. Your senses will delight at all the beauty which surrounds you. Take a nap in the hammock or catch some rays on your lawn. Explore the...
19th Floor Condo with Lanai & Sea Views - FREE Parking! by Koko Resort Vacation Rentals
Deluxe Ocean View Waikiki Condo - 1908-2, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Watch the surf from your lanai...
Paradise Beach Estate: 6BR Oceanfront Villa w/ Pool, Spa & Views
Wake up to the sound of surf and the shimmer of the Pacific at Paradise Beach Estate, a six-bedroom, five-and-a-half-bath beachfront sanctuary in Honolulu’s coveted Diamond Head enclave. With 4,705 square feet of airy interiors, resort-style outdoor living, and walk-out...
Brand New Remodel, July 2016! Luxury Getaway With Stunning Ocean Views At the Ilikai Hotel
1 Bedroom Deluxe Yacht Harbor View on the 14th Floor!Enjoy stunning sunsets from your private lanai. This beautifully renovated condo has just finished renovations (with brand new stainless steel appliances and high-end finishing throughout the condo) & it desirable by...
One-Bedroom Premium Villa at the Westin Nanea, with Private Balcony
Welcome to this charming villa in Lahaina. This fantastic property features a cozy bedroom and a lovely living room with a sofa bed for extra guests. With amenities like a washing machine, WiFi, and a fitness room, your stay here will be nothing short of enjoyable....
Suite, 1 Bedroom-The Gardens at West Maui
🌺 Tropical Oasis: Spacious 1-Bedroom Suite at The Gardens at West MauiEscape to paradise in our luxurious and well-appointed 1-Bedroom Suite at The Gardens at West Maui. Tucked away in the beautiful Napili area, our resort offers a serene, lush Hawaiian setting just...
Honua Kai Hokulani | 2 REE Rental Cars | KBM Resorts | Ocean Front | 2 Units, 5 Bedrooms | ML-2537
** 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...
Honolulu 4BR • 2BA • Furnished Monthly Rental
Honolulu 30+ Night Island Retreat – Spacious 4BRHonolulu Monthly Rental – 4BR Extended-Stay Home Near Waikiki & Ala MoanaLive in comfort like a local in this bright 4 Bedroom, 2 Full Bath Honolulu retreat just minutes from Waikiki. Designed for comfort and convenience...
On The Beach! Kahana Sunset C2 Stunning 2BR/2BA Beautifully updated Condo w/AC
Escape to this beautifully updated 2-bedroom townhome just north of Lahaina in Kahana. This inviting townhome features a primary suite with king bed and updated ensuite bathroom with shower. The guest room also has a queen bed (with an extra futon in the closet you can...
2 bdrm deluxe suite at Kauai Beach Villas, HI
Welcome to the paradise in Kauai Beach Villas 2 bedroom deluxe suite and 2 full bath is equipped with high end luxuries to provide a comfortable, memorable vacation experience. Wake up to the sound of the ocean and prepare for a full day of leisurely fun within the...
Aqua Aloha Surf Waikiki 216 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 216 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 228 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Aqua Aloha Surf Waikiki 702 Superior Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 702 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples...
Beachfront Oasis- Walking Distance to Everything in S. Kihei!
November Special! Walk to everything in S. Maui!Kihei was unaffected by fires and everything is open! We have a special discount for November due to last minute cancellations!!Our condo is 45 minutes away from the disaster zone and is completely unaffected by the...
Marriott's Kaua‘i Beach Club | Three Studio Villas
Summary:Discover paradise at Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach. Enjoy breathtaking ocean views from your villa, perfect for a relaxing getaway. This resort offers access to a beautiful beach, swimming pool, and various amenities....
Kapalua Bay Villa 19G4 Gold Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- One level condo with 19 stairs between parking and front door- Tile flooring throughout- Updated white kitchen with granite counters includes stovetop/oven, microwave, and refrigerator with ice maker, coffeemaker, cookware, tableware-...
Wailea Maui Oasis at The Grand Champions
Forget your worries in the spacious and serene space. This recently refreshed bright, 1 bedroom, 2 bath condo is perfect for up to 4 guests to enjoy all of Maui's luxury establishments within walking distance. Retreat to the ground floor lanai where you will soak in an...
Poipu Modern Luxury Home - Lo'i Hale
Escape to Kaua’i’s sun-drenched South Shore and experience island living at its finest in this beautifully designed 3-bedroom, 3.5-bath retreat just minutes from world-famous Poipu Beach. Nestled on a quiet cul-de-sac and surrounded by lush tropical landscaping, this...
New Listing! Private Tropical Style Escape
Welcome to Napili Shores F248 — Your Maui Escape Starts Here! Discover the comfort and charm of Napili Shores F248, a spacious one-bedroom, one-bathroom condo that comfortably accommodates up to four guests. Thoughtfully designed for relaxation and convenience, this...
Charming 1BR Premium Villa with Island Views – Westin Ka‘anapali Ocean Resort
Step into island comfort in this 1-Bedroom Premium – Island View villa at The Westin Kāʻanapali Ocean Resort Villas. These villas typically span around 800–900 square feet, offering generous space for couples or small families to unwind in style. Inside, you’ll find a...
Kamaki House 4bed/3.5bath in Holualoa
Welcome to Kamaki House – your peaceful retreat in the heart of Holualoa, Hawaii. This beautiful 4-bedroom, 3.5-bath family home blends comfort, island charm, and stunning ocean views. Perfectly situated in Holualoa’s lush countryside, Kamaki House invites you to...
Luxurious KoOlina 2-bedroom, 2 bath beach villa located just outside of Honolulu
Discover comfort at our Oahu vacation resort. Pamper yourself at our premium vacation ownership resort, Marriott Ko Olina Beach Club, surrounded by clear blue waters and a picturesque lagoon. Our Oahu vacation resort is nestled within a beautifully landscaped, gated...
3 BedroomSuite, The Grand Islander Resort
Enjoy the glamour of this stylish, upscale place. Situated in one of the most desirable locations in Waikiki, The Grand Islander is an elegant 38-story tower soaring high above the area's legendary coastline. The Grand Islander offers access to 22-acre Hilton Hawaiian...
Spacious Maui Kamaole Condo – A/C, Lanai, Ocean View, Walk to Beach & Pool!
Bright and open two-bedroom garden view Condo. The master bedroom and bathroom are up in the loft which opens up to the living and dining areas. The living room has a vaulted ceiling. The kitchen is open to the dining and living areas creating a large living area. The...
Steps to Beach Hot Tub Luxe Maui Retreat
Summary:2-Min Walk to Pristine Kamaole Beach Ultimate island escape Private Hot Tub Resort Pool Relax after sun-filled adventures Luxury Beds Linens Guests rave about restful sleep Fully-Equipped Kitchen Cook gourmet meals with ease Fast WiFi Dedicated Workspace Ideal...
Puunoa Beach Estates 204
Welcome to Puunoa Beach Estates 204, a three-bedroom oceanfront condo with an additional upstairs loft with a queen bed that serves as the fourth bedroom. This recently remodeled home offers a luxurious escape with a blend of modern elegance and tropical charm....
Beautiful central kihei two bedroom (MBG309)
Hawaii Tax ID: TA-156-046-3872-01**Charming 2-Bedroom Condo Across from the Ocean in the Heart of Kihei, Maui**Stay in this delightful 2-bedroom, 2-bathroom condo, perfectly located just steps from the beautiful beaches of Kihei. Situated across the street from the...
Maui Ka’anapali Villas #148: Studio garden view condo
Maui Ka’anapali Villas #148: Studio garden view condo at Beach Front Resort on N. Kaanapali Beach.This newly remodeled condominium is located on the ground floor, giving quick and easy access to the pool. This luxurious studio is furnished with a king-sized bed and a...
Experience ocean views at Royal Kahana 610, a 2-bedroom condo in West Maui.
Royal Kahana 610 Breathtaking Panoramic Direct Oceanfront Views from this Spacious West Maui CondoWelcome to your Maui Retreat: Welcome to Royal Kahana 610, a rare sixth-floor corner 2-bedroom, 2.5-bath ocean-front sanctuary that stretches across 1,400 sq ft and sleeps...
Maui Resort Rentals: Honua Kai - 5 Total Bedrooms, Ground Floor Interior Courtyard, Steps to Pools, Beach, BBQs!
Comprised of two adjacent ground-floor 2BR suites and a neighboring 1BR suite, this luxurious five-bedroom offering is the perfect gathering place for large groups and families. Each suite features an expansive interior, a private lanai with a large adjoining lawn area,...
Charming 3BR Koloa Shore Cottage with ocean views and AC, sleeps 6 in Poipu
Be one of the very first guests to stay in this brand-new-to-market vacation rental.Welcome to Koloa Shore Cottage — your peaceful escape at the historic Koloa Landing area in sunny Poipu, also known as Whalers Cove. Step outside and take in breathtaking views of the...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Mountain Views | 3 Units, 4 Bedrooms | ML-1838
** 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...
Royal Garden @ Waikiki Studio
Unwind in a tranquil setting near Waikiki Beach at Royal Garden at Waikiki, your ideal vacation retreat. Situated along the Ala Wai Canal, this European-style resort boasts a prime location for exploring Honolulu. From cultural sites and golf courses to hiking and...
New Listing, Oceanfront Paradise, Kona Isle D3, 1BR
Oceanfront Paradise – Kona Isle D3 | 1BR Retreat with Stunning Views!Welcome to Kona Isle Unit D3 – Your Perfect Oceanfront Escape on the Big Island! Ground floor unit, so no stairs! Located just steps from the Pacific, this beautifully updated 1-bedroom, 1-bath condo...
Kapalua Bay Villa 25G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 16 stairs from parking lot- Large oceanfront lanai off living and dining areas with direct lawn access- Tile floors throughout- Updated kitchen with granite counters and high end appliances – fridge with ice...
Discover Island Bliss in a Studio Villa at Westin Ka'anapali Ocean Resort
Escape to paradise with a Studio Island Villa at Westin Ka’anapali Ocean Resort Villas, the perfect retreat for couples or small families seeking luxury and adventure on Maui’s iconic Ka’anapali Beach. With its prime location, family-friendly amenities, and touches of...
Wyndham Bali Hai Villas | 5 2BR Villas Sleeps 30!
Summary:This listing is for five 2BR/2BA suites at Club Wyndham Bali Hai Resort in Princeville, HI. Live Suite guests will have access to all resort amenities. Each suite sleeps up to 6 guests. - Photos are stock photos provided by the resort. Your suite may vary...
Lovely 2-bedroom Hawaiiana near historic Pāhoa Town close to Black Sand Beaches
Experience East side of the island in this 2-bedroom house near Pahoa. The cozy atmosphere and comfortable furnishings make it a nice retreat for guests. The home is newly renovated with brand new appliances, ensuring a pleasant stay. You're sure to make fantastic...
Seaside Sanctum: Work and Play
Step into a world where magic meets comfort at our unique and delightfully family-friendly condo. Here in Kai Lani, you have access to all the perks of the the Koolina resort with the creature comforts and space in your home away from home. We are community within a...
Waikiki high-rise Ocean view with free parking
Your home away from home in Honolulu with 1 bedroom. See the million-dollar ocean view room you've been dreaming of! Your room windows offer direct ocean views, allowing you to witness the sea, surfers, whales, sunsets, and more.This beachfront property is just minutes'...
Kapalua Bliss: Serene Villas in Hawaii's Nature Preserve
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...
Free Parking!! Renovated 1 Bedroom @ Waikiki Banyan
1 Bedroom/ 1 Bathroom / One FREE PARKING (max 6') unit at Waikiki Banyan. The unit can accommodate up to 4 guests. Total of 4 Beds: 2 Full Beds in the Bedroom & 1 Full SFBD & 1 Queen Size SFBD in the living room. 557 living sqft. & 67 sqft. Lanai(Balcony) over looks...
Perch - Seaside Serenity: Oceanfront 1BR Suite
♡ The home is located in Kahana Reef between Kaanapali and Kapalua. Our hearts go out to those whose homes were affected by the wildfires. We were blessed to have been unaffected and we welcome you to stay in our home. The businesses and amenities all around us are open...