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 Course View Waikoloa Colony Villas Townhouse with Pools, Gym & Beach Gear.
Enjoy a spacious and inviting two-bedroom townhouse located within the desired Waikoloa Beach Resort community. This meticulously cared for condo features magnificent mountain and wide-open golf course views. The garage is stocked with everything essential for a fun day...
Oceanfront Suite w/ Floor to Ceiling Windows, Lanai, Free WiFi & Free Parking
It’s all about ocean views and relaxation. Only at Mahana at Kaanapali will you find perfect panoramic views in every suite. Relax by the pool, soak in a hot tub, then take a leisurely stroll down a mile-long stretch of golden beach. You’ll be impressed by the...
Kapalua Golf Villa Stunning Island and Ocean Views
This cozy island-modern condo with breathtaking views is the perfect home away from home. A single-story unit with a patio overlooking the West Maui shore, this condo features two en-suite rooms with separate patio entrances, inviting everyone in your family to indulge...
Oceanview Suite w. Garden | Maui B&B | Breakfast, BBQ & Free Parking
The Space:50% Off Grand Reopening Special! We are offering a free Hawaiian Inspired Brunch on Thanksgiving morning for all guests who are with us 4 or more days. Start the day with homemade banana bread shaped like fall leaves, an assortment of local fruits, and festive...
LS 607 Beachfront Remodeled Studio Stunning Views
Lahaina Shores 607 NEW LISTING Experience Your Next Maui Oceanfront Escape in this Studio with Sweeping Views of the Pacific! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner...
Westin Kaanapali Ocean North Resort Studio Villa
Located in Lahaina, this delightful hotel offers a peaceful retreat for guests. With a cozy living room featuring two futon beds and two king beds, this welcoming property provides ample space for relaxation. A fitness room, WiFi, and AC ensure guests have everything...
KHV 3 Remodeled 2BD West Maui Condo Breathtaking Sunsets from Oceanfront Lanai
Kahana Village 3 NEW LISTING Fabulous Direct Oceanfront Views and Sunsets from this 2 Bedroom, 2 Bathroom, West Maui Condo on the Beach in Kahana! This West Maui vacation retreat offers direct ocean and beach views from its private beachfront lanai, where you can relax...
New Listing! Intimate, beach side studio getaway
Welcome to Kihei Akahi D601, your Maui retreat just steps from the beach! This beautiful studio-style condo offers the perfect blend of comfort, convenience, and island charm — ideal for couples or solo travelers looking to experience the best of South Maui. Located...
Island Serenity Awaits: Studio Premium Villa at Westin Ka’anapali North
Escape to the tropical paradise of Maui with a stay in the Studio Premium Island View Villa at Westin Ka’anapali Ocean Resort Villas North—a perfect blend of luxury, relaxation, and family-friendly fun. Surrounded by lush island landscapes, this retreat is ideal for...
🏖️New Build • 3BR/3BA • Ocean View • Outdoor Living • Concierge
vrKCV - Manu O Ku, Professionally Managed by Kona Coast Vacations Welcome to Your Big Island GetawayThis brand-new 3-bedroom, 3-bathroom home offers the perfect balance of modern comfort and island living. Spanning 2,200 square feet, the home is filled with all-new...
Kaanapali Alii Unit 273
Welcome to Kaanapali Alii Unit 273, a luxury vacation rental nestled in the heart of Maui's Kaanapali Alii Resort. This stunning 1,843 sq. ft. condominium offers breathtaking ocean views framed by lush tropical gardens and swaying palm trees. Ideal for a family-friendly...
Maui Resort Rentals: Kaanapali Alii 352 - Remodeled 5th Floor 2BR with Ocean and Mountain Views!
Maui Resort Rentals is proud to present this luxurious 2BR/2BA residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on October 31st, 2025 to start taking bookings for check-ins starting April 27th, 2026!This 5th-floor corner suite...
🏝️Summer Deals-New Luxury, Family 2/2, Walk to Beach, Ocean View🏝️
Beautiful Maui Condo with Ocean Views - Maui Kamaole M205Welcome to your dream vacation retreat in Maui! This stunning 2-bedroom, 2-bathroom en-suite condo at Maui Kamaole M205 offers a perfect blend of modern elegance and island charm. The property features recently...
Maui Sunset Getaway with Pool and Ocean View
Escape to paradise in this bright and airy 1-bedroom, 2-bath condo at Maui Sunset Resort. Perfect for couples or small families, the unit features a spacious living area, a fully equipped kitchen, and two bathrooms for added convenience. Step out onto your private lanai...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Top Floor | 3 Units, 5 Bedrooms | HK ML-1311
** 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...
Ground-Floor Gem in Wailea Ekahi Village
Discover true island elegance in this beautifully updated ground-floor residence at Wailea Ekahi Village, one of Maui’s most sought-after beachfront communities for vacation renters. Set within 34 acres of lush, low-density tropical gardens, the property offers direct...
Kapalua Golf Villas Fairway View 1 Bedroom
Golf Villas Gold Fairway View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area-...
Condo in Princeville - Luxury Villa at Wyndham Bali Hai
Nestled high in the cliffs of Princeville, amidst the stunning scenery of Princeville on Kauai, Pahio neighborhood and Hanalei town beckon with a delightful array of restaurants, beaches, galleries, boutiques, and world-class golf courses, all within easy reach. Unwind...
1 Block from Waikiki Beach : Peek A Boo Ocean view
【Basic Info】This is a private studio room in Waikiki!!You can enjoy your stay by only yourself, family, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while...
Kaanapali Alii | 164
Welcome to your serene getaway at Kaanapali Alii 164! This stunning two-bedroom, two-bath condo is designed to accommodate up to six guests, making it perfect for families or friends seeking a relaxing retreat. Step onto the furnished lanai and take in breathtaking...
Oceanfront Studio at Lahaina Shores 417 – Stunning Ocean and Sunset Views
Experience the best of West Maui by staying at Lahaina Shores Beach Resort, one of Maui’s most unique and desirable locations. Perfectly situated on historic Front Street, this oceanfront resort offers direct beach access and sweeping views across the Pacific to the...
Dream Vacation Home in Koloa
Welcome to your dream vacation home in Koloa, Hawaii! Nestled in a serene and picturesque setting, Villa 8 offers a luxurious escape for up to eight guests. This stunning 4-bedroom, 4.5-bathroom villa boasts a spacious 3,200 square feet of living space, perfect for...
Kapalua Bay Villas | 4 FREE Rental Cars | KBM Resorts | 180 Degree Views | 4 Units, 6 Bedrooms | KBV ML-2056
** 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 Luxury 3BR + w/ Ocean Views & Lanai — Hale Akaʻula
Hale Akaʻula – Waikoloa Luxury 3BR + with Ocean Views & LanaiWelcome to Hale Akaʻula — your Waikoloa Village retreat for extended stays, family gatherings, and unforgettable island living. Set on Hawaiʻi Island’s sunny Kohala Coast, Hale Akaʻula is a spacious...
Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | Premium Bay Villa | 3 Units, 4 Bedrooms | KBV ML-2074
** 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...
Laueki 8 – 4BR Hualalai Luxury Estate
Experience the epitome of luxury and residential living at Hualalai Resort with this very special property. Ideally located to optimize privacy and breathtaking panoramic ocean views, this gated 4-bedroom, 4.5 bath home has been meticulously designed and furnished to...
Villas at Mauna Kea 11 Two Bedroom
Just a short walk from the iconic Mauna Kea Beach Hotel, Mauna Kea Villas offers timeless Hawaiian luxury with breathtaking ocean views and seamless indoor-outdoor living. This elegant single-level residence features a sunken living room that opens through sliding glass...
Waikiki Dreaming
Brand new luxury renovation! 30th floor with incredible Diamond Head and ocean views, just a few minutes walk from Hilton Hawaiian Village and the beach. Enjoy the best of Waikiki for a fraction of the cost of a hotel. Perfect for digital nomads and newly-arrived...
25% Off! Bed & Breakfast Steps from the Beach w AC
The Space:25% Off Grand Reopening Special! We are offering a free Hawaiian Inspired Brunch on Thanksgiving morning for all guests who are with us 4 or more days. Start the day with homemade banana bread shaped like fall leaves, an assortment of local fruits, and festive...
Fully Renovated Condo right on the beach with A/C, Wi-Fi and Everything you need
This 4-bed condo in Lahaina is perfect for your escape to paradise. With a queen bed, two twin bed,s and sofa bed, this welcoming space is ideal for families or friends looking for a tranquil retreat. Enjoy the convenience of amenities like a hair dryer, iron, and AC....
Ilikai 1802 Ocean Views 2 Q Bed,1 Q SofaBed
NEWLY RENOVATED 2025 - New Mattresses - Unforgettable OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.**Recent Guest...
Royal Kahana Maui 108 Ocean View 1 Bedroom
- First floor condo with oversized patio- Vinyl plank flooring in living room, dining room, bedroom; tile in bathroom- Updated open kitchen with granite counters – fridge, stove/oven, microwave, dishwasher, cookware, tableware- Updated bathroom with granite counter...
29th Fl Waikiki Banyan | King | Parking
The SpaceWelcome to your Hawaiian home-away-from-home at Waikiki Banyan! Perched on the 29th floor, this beautifully renovated one-bedroom condo combines modern Hawaiian-inspired décor with sweeping ocean and Diamond Head views. With a spacious layout, comfortable...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite! | 2 Units, 4 Bedrooms | HK ML-1397
** 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...
Waipouli Beach Resort E303 Garden Mountain 2B/3B
Experience the beauty of Kauai from this spacious two-bedroom condo with scenic garden views. Surrounded by tropical greenery, it offers a peaceful setting to unwind and reconnect in the heart of the island.Unit E303 Garden Mountain View 2 Bedroom 3 Bathroom• Kitchen...
*New Building 2 bd/2ba Parking & Pool| 30 day min
Summary:**30 DAY MINIMUM**This spectacular 2 bedroom 2 bathroom city view apartment is a fully furnished retreat!Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the apartment is near to many local attractions,...
Stunning Beachfront Condo at Hapuna Residences
Welcome to your dream escape on one of Hawaii’s most iconic beaches. This stunning 2-bedroom condo at Hapuna Beach Residences offers unparalleled ocean and beachfront views, all upgraded and modern decor, and direct access to the soft white sands of Hapuna Beach.B48...
Fabulous 5 bedroom for 10 townhome above famous Anini Beach!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 5 bedroom, 5 bath for 10 offering, is situated right above famous Anini Beach, with an 8 minute walk down the Anini Beach trail just steps away from the property. Short...
Ocean view private studio W/free reserved parking!
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. This unit has ocean view. You can enjoy the view in your stayThis condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku...
MB P104 Stylish 2BD Maui Condo Steps from Beach w/ Lanai, Pools, Tennis & AC
Maui Banyan P104 Experience Maui from this Remodeled Kihei Retreat Directly Across the Street from the BeachWelcome to your Maui Retreat: Escape to Maui Banyan, a beautifully remodeled 2-bedroom condo located right across the street from the golden sands of Kamaole...
Kaanapali Alii 281
Welcome to the Kaanapali Alii 281, your perfect luxury vacation rental on Maui. This beautifully designed 1,000 sq. ft. unit offers a serene oceanside retreat with stunning views of the Pacific Ocean. The one-bedroom, two-bathroom layout comfortably accommodates up to...
Spacious Unit Near Waikiki Beach | Waikiki Bliss
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Maui Ka’anapali Villas #515: One bedroom ocean view
Maui Ka’anapali Villas #515: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access.This condominium is located on the 5th floor, and boasts magnificent ocean views. Sophisticatedly furnished with wood, tropical-themed elements, and art this suite was...
Newly renovated, secure, 2-bedroom apartment in beautiful Waikiki with AC
Aloha and welcome to your tropical escape in the heart of Waikiki! This newly renovated 2-bedroom condo offers the perfect blend of comfort, convenience, and island charm.Just steps to world-famous beaches, restaurants, and shopsPrivate lanai with stunning canal +...
Kiahuna Plantation Resort 232 Royal Garden View De
This charming one-bedroom condo features relaxing garden views and a warm, cottage-inspired feel. Ideally located near Kauai’s iconic shoreline, it’s a great choice for a calm and comfortable getaway. Unit 232 Royal Garden View 1 Bedroom 1 Bath• End unit with walk...
Ocean Villa Emilie – Contemporary Luxury with Panoramic Views in Honolulu
Ocean Villa Emilie is a newly built architectural masterpiece on the oceanfront along Kalanianaole Highway in Honolulu. Designed with bold steel, glass, and sculptural concrete, this contemporary villa delivers a seamless fusion of modern luxury, panoramic views, and...
Palms at Wailea Garden Villas 1 Bedroom 2 Bath
A peaceful one-bedroom villa with lush garden views, located in Maui’s renowned Wailea Resort community. Perfect for a relaxing getaway, it features a full kitchen, open living space, and private lanai – just minutes from pristine beaches and championship...
The Westin Nanea Ocean Villas Resort & Spa, Pool!
Marriottu2019s Maui Ocean Club - Lahaina Villas is one of the most popular timeshare resorts - and for good reason! Kids and kids-at-heart will get a kick out of the resort's 3.5-acre super pool complete with a water slide, waterfalls, and children's area. The poolside...
The Blue Tide House: Steps to Maui beaches + nearby eats
Experience the best of Kihei, Maui from The Blue Tide House, located within the popular Kihei Kai Nani condos! Located on the first floor near the pool. Just steps across the street from the island's beautiful beaches, you can easily enjoy the sun, sand, and surf. A...
ICC 30 Remodeled 2BD Cottage with Central AC across Kahekili Beach
International Colony Club 30 NEW LISTING Charming 2 BR Kaanapali Cottage with CENTRAL AC, Pool, Amazing West Maui Location with short walk to beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay: Whale...