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.
Hyatt Residence Club - Christmas & New Years
Please note that this listing is for a Saturday - Saturday stay, either Dec. 20 - Dec. 27, Dec. 27 - Jan. 3 or the entire 14 day period. If you choose to check in or out on a different day, you will be charged for the entire 7 or 14 night booking.This property is...
Kahana Falls Resort, Hot Tub, Pool! Lahiana, Maui!
Set in the charming town of Lahaina, Kahana Falls offers beauty, comfort and a unforgettable tropical escape for all who visit the island of Maui! Relax and let go of your day-to-day worries at this beautiful resort - take a dip in the free- form swimming pool and enjoy...
1-Bedroom Ocean View at Hilton Ka'anapali: Stunning Views, Pools & Island Luxury
Escape to the breathtaking beauty of Maui at Hilton Vacation Club Ka'anapali Beach, where your 1-bedroom ocean view unit offers the perfect blend of luxury, comfort, and stunning views. Located on the world-famous Ka'anapali Beach, this resort is your gateway to endless...
Wailea Ekahi Village 49B - 1 Bedroom Ocean View Condo
Wailea Ekahi 49B is a stunning ocean view condominium located in the heart of the renowned Wailea resort area. Nestled along the pristine white sand beaches of Keawakapu Beach, this luxurious condo complex offers sits on 34 acres of lush tropical landscaping. Spanning...
Marriott Maui Ocean Club | Three 2BR/2BA Villas
Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....
Aqua Aloha Surf Waikiki 308 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #308 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
South Maui Beach Condo
Aloha!Enjoy this ground floor unit at popular Maui Vista. Cold AC in both living room and the bedroom. All linens and towels provided. Shampoo, conditioner, and body wash dispenser in the shower/tub combo. Steps to World Famous Charley Young beach! You'll love this...
Honua Kai Hokulani 148 Resort View 2 BD 2 BA
This spacious two-bedroom condo offers peaceful resort views on Maui’s iconic Kaanapali North Beach. Perfect for families or groups, it provides plenty of room to relax and enjoy island life.Hokulani Unit 148 Resort View 2 Bedroom 2 Bathroom• Exclusive on-site provider...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Grand Suite | 3 Units, 8 Bedrooms | ML-1103
** 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...
Spacious 5 Bedroom Home / 2 Kitchens in Oahu's Countryside
*Call 808-421-8157 for specific dates you're looking to book**Discover this marvelous 5-bedroom gem in the quiet and peaceful countryside of Oahu. This amazing house offers everything you need for a fantastic stay. With amenities like a beach chairs and supplies, WiFi,...
Keaau Country Estate
** Book by 12/31/25 for 20% discount on 7-Night stay in Feb & March 2026 ** 10% Nightly rate reduction as of 12/22 ~ Book today! 6Acres- 6 Bedrms- Soccer Field- Trails- Baths- SwingsWelcome to this special, 6-acre, very private, Keaau country estate. - 6-bedrm, 3-bath -...
Westin Nanea Villas - 3BR Oceanfront Villa in Ka'anapali
The Westin Nanea Villas is Kaanapali’s newest beachfront resort. This luxurious 3BR oceanfront villa features nearly 1500 sq. ft. of living space and breathtaking oceanfront views. Comfortably sleeps up to 8 guests with Westin’s signature king-size Heavenly Bed in each...
⛱ Waikiki Beach Studio w/ Lanai & Pool at Waikiki Grand Hotel®
â€Say Aloha✿to our freshly remodeled 300ft² studio at Waikiki Grand Hotel® — Everything’s brand new as of 20254th floor mauka view studio w/Kitchen & Lanai‿︵‿︵‿︵‿︵‿︵‿︵‿︵‿︵Charming 4th Floor Studio at Waikiki Grand Hotel®Freshly remodeled in 2025 with a breezy, â€Hawaii...
Cozy 1-bedroom condo with AC, WiFi in peaceful Koloa
Discover this awesome 1-bedroom gem in Koloa. This cozy condo offers a living room with a sofa bed, perfect for extra guests. Enjoy amenities like an iron, hair dryer, AC and fully equiped kitchen to make your stay comfortable. Stay connected with WiFi and take...
Luxury Ocean View 1BR Suite Park Lane 30 day Min
Summary:*30 DAY MINIMUM* Beautiful LUXE One Bedroom Suite in the highly coveted Park Lane Condo. Located right next to Ala Moana Center, the largest outdoor shopping mall in the world. Lots of places to eat, shop, walk around. Ocean views from the balcony and high end...
Ko Olina Kai
This Kapolei townhome boasts 3 inviting bedrooms. Each bedroom offers a cozy retreat for guests to unwind after a day of exploring. With 3 bathrooms available, there's no need to worry about sharing space. The fantastic layout of this property ensures that everyone has...
Lodge at Kukuiula Cottage 6
Welcome to Cottage 6, your idyllic retreat nestled in the heart of Koloa. This charming 3-bedroom, 3.5-bathroom cottage offers a perfect blend of comfort and luxury, accommodating up to six guests. Each bedroom features a plush king-sized bed, ensuring a restful night's...
Park Lane 3300: 3 BR, 2.5 BA Apartment in Honolulu, Sleeps 6
We welcome you to the absolutely stunning Park Lane 3300. Located in the highly desirable Building 3 of Park Lane at Ala Moana, this beautifully-appointed 3 Bedroom 2.5 Bathroom residence sleeps 6 comfortably and is the ideal combination of luxury and comfort. Enjoy...
Point at Poipu Kauai Oceanfront Condo 2 BR fully equipped in Oceanfront Resort.
This oceanfront Resort provides a magnificent view of the Pacific Ocean. The Point at Poipu Resort is located in the South Shore of Kauai, Hawaii. The resort is a large family-oriented oceanfront property with significant amenities. It is managed by the Hilton Vacation...
NEW! KBM Resorts - FREE CAR - Garden View - Hale Ona Loa - Charming 1 Bedroom at Oceanside Resort HOL-102
** 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...
Climate Controlled Studio - Bamboo Waikīkī Hotel #409
Castle Bamboo Waikīkī Hotel #409 - The sliding glass doors of this 4th floor unit allow in an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at surrounding cityscape. This climate-controlled retreat at the...
Partial Ocean View! 1 Block from Waikiki Beach
【Basic Info】This is a private studio room in Waikiki!!You can enjoy your stay with you friend , partner and family. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapiolani Park.You can enjoy a walk while feeling the...
Serene country home in charming Volcano Village near the Volcano National Park.
Tucked away in the beautiful forest of Volcano Village is “Noho’olu” – residence of comfort, grace & tranquility. This long time Kama’aina (local) family residence sits on 1.45 acres of rolling lawn with beautiful trees, foliage of the forest & singing birds native to...
Luxury Vacation Retreat at Mauna Lani Point
Luxury Vacation Retreat at Mauna Lani Point – Unit J107Escape to paradise in this beautifully appointed 2-bedroom, 2.5-bathroom end-unit condo, nestled in the prestigious Mauna Lani Point community. Offering stunning views of Mauna Kea, lush tropical landscapes, with...
Artsy 32nd Floor Condo with Modern Furnishings & Gorgeous Ocean Views by Koko Resort Vacation Rentals
VIEWS! Where Ocean Meets Sky! 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. This unique high-level corner unit offers postcard views from...
Panoramic Ocean Views at Sunset Kahili 201
Perched above the Pacific on Kaua‘i’s sunny South Shore, this boutique condo at Sunset Kahili offers sweeping ocean views and a serene retreat in the heart of Poipu.This thoughtfully designed unit features tasteful tropical décor and furnishings, creating a warm,...
Royal Kahana Maui 706 Ocean View 1 Bedroom
Discover your tranquil one-bedroom retreat with sweeping ocean vistas near beaches. Perfect for small groups, business travelers, or vacationers. Unit 706 Ocean View 1 Bedroom 1 Bath• 7th floor condo with nice views of ocean • Kitchen includes microwave, stovetop/oven,...
10th Fl Monte Vista | Parking | AC | Ala Wai View
The Space: This spacious 2-bedroom, 1.5-bathroom condo beside the Ala Wai Canal offers spectacular mountain and golf course vistas with hardwood floors throughout and modern amenities.Master Bedroom: Queen bed with window AC unit and mountain viewsSecond Bedroom: Two...
Kapalua Ridge Villa 1221 Ocean View 1 Bedroom
- Second floor villa with two bathrooms and two ocean view lanais- Carpet and tile floors throughout the villa- Golf course, ocean and the islands of Lanai and Molokai are all on view from this comfortable and tranquil villa- 20 stairs and 45 steps between reserved...
Kaanapali Alii Residence 214
Ka'anapali Alii Unit 2142 Bedrooms | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Welcome to Kaanapali Alii 214! This is a beautiful one-bedroom, two-bath garden view residence with a fully enclosed sleeping den that comfortably serves as...
The Grand Islander, a Hilton Grand Vacations Club - 1 Bedroom - Mountain View - 1DR
*** 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...
Waikiki Banyan T1-19th Fl / King Size Bed
Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck Work (July 28 -...
Grand Champions | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite | 2 Units, 3 Bedrooms | ML-1481
** 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...
Prime Waikiki Spot! Outdoor Pool, Full Kitchen! Near Waikiki Beach!
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Explore nearby treasures such as the Royal Hawaiian Center and Diamond Head State Monument. Only a short drive from Daniel K. Inouye International Airport, this vibrant...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 2-Bedroom Condo, Recently Remodeled! KGV-24P2
** 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...
Short walk to Kailua Beach across the street-Quiet AC's-Lg. Kitchen-Patio-Grill
Live the beach life! An opportunity to live across the street from Kailua Beach Park, with the perfect combination of sandy beach, large grassy areas, tall ironwood trees, and turquoise-blue waters. You will love this generous ground-level one-bedroom, one-bathroom...
Puka Pa 4 – Modern & Luxurious | Onsite Staff & Daily Housekeeping
This new expansive estate in the Puka Pa neighborhood is located just 6 minutes to the heart of Hualalai. Five bedroom suites wrap up to 10 guests in bright, modern luxury, featuring natural wood and stone throughout. Expansive indoor and outdoor kitchens, vaulted...
Beachfront Studio | Walk to Kamaole Beach + Pools
Summary:Resort-Style Amenities Pools hot tub tennis court Ultra-Comfy Beds Guests love our deluxe mattresses Fast Wi-Fi 55 HDTV Work unwind seamlessly 1 000 in Local Coupons Dining rentals activities AI Travel Planner Custom itineraries for your stay Private Lanai Relax...
Wailea Ekahi Village 49C - 1 Bedroom Ocean View Condo
Wailea Ekahi Village 49C is a charming vacation rental located in one of the most popular Wailea vacation rental communities. This one-bedroom ocean-view condo offers a perfect blend of comfort, luxury, and tropical ambiance, making it an ideal destination for travelers...
Kiahuna Plantation Resort Partial Ocean 2 Bedroom
Enjoy partial ocean views and tropical breezes from this spacious split-level two-bedroom condo on Kauai’s most famous beach. Ideal for families or friends, it offers comfort, space, and a touch of the sea. Partial Ocean View 2 Bedroom 2 Bath• Fully equipped kitchen...
Kiahuna Plantation Resort 71 Ocean View 1 Bedroom
Enjoy sweeping ocean views and island comfort in this one-bedroom 2nd floor condo on Kauai’s most beloved beach. Ideal for relaxing getaways, it’s a perfect spot to unwind and take in the scenery. Unit 71 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full...
Kiahuna Plantation at Poipu Beach - Ocean View
Newly remodeled historic plantation era Hawaiian style with breathtaking ocean views. The amazing view from both the upstairs and downstairs lanai looks out over the fresh water lagoon, a garden/lawn and the blue, blue ocean. Although it is only a minute’s walk to the...
Spacious Family Suite, Stunning Mountain View-1 Bd. Marriott's Ko Olina Beach
Cozy yet spacious. Intimate yet extensive. This one-bedroom features luxurious comfort for memories together and space to escape.Mountain View One Bedroom Villa, 1 King, Sofa bed, Full kitchen, Microwave, 920sqft/83sqm, Living/sitting area, Dining area, Separate dining...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Top Floor | 2 Units, 3 Bedrooms | ML-1309
** 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...
38th Fl Waikiki Banyan | King | AC | Parking
The SpaceEscape to this 38th-floor corner/end unit featuring breathtaking views of the ocean, Diamond Head, and Honolulu’s sparkling skyline. Filled with natural light and cooled by gentle tradewinds, this private retreat is designed for comfort and relaxation after...
KBM Resorts | FREE CAR | Luxury Oceanfront Villa at Montage Kapalua Bay | Private Lanai and BBQ MON-5203
** 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...
Pu’ukole 28 – Deluxe Ocean View | Onsite Staff & Daily Housekeeping
This 4 bedroom, 4.5 bathroom home, features stunning views and unparalleled outdoor living. This secluded and tranquil retreat in the Puukole neighborhood is situated on the 13th hole of the Keolu golf course and features captivating and expansive ocean views. Sunsets...
2BR Oahu - Upto 4, WiFi, AC + Garage, Pet-friendly
PERFECT FOR:Surfers| Hikers | Couples | Families | Pet ownersSPACE HIGHLIGHTS:- 2BR with queen beds- Sleeps 4 - Full kitchen- Living area w/ fast WiFi- A/C throughout- In-unit washer & dryerUNBEATABLE LOCATION:- 25-30 mins drive to North Shore (Haleiwa, Pipeline, Sunset...
Beautiful 2-bedroom condo on the ocean with WiFi, AC, fitness room
Many recreational amenities, including an outdoor pool, a sauna, and a fitness center. Additional amenities at this resort include complimentary wireless internet access, concierge services, and a picnic area.Enjoy Honu Cove Bar & Grill serving guests of Hilton Vacation...
26F Partial Diamond Head & Ocean view Waikiki 1BR w/ 1 Free Parking!!
Your vacation getaway, just a quick stroll to the beach! This 1 Bedroom /1 Bath /1 Free PARKING included! Sleeps up to 4 guests. All 3 Brand NEW Beds (July 2022) - 2 x Full Bed in the Bedroom and 1 x Queen size sofaBed in the Living Room.Great location! Just two blocks...